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there could be several explanations for it.

  1. they may think its cute
  2. they might think its funny
  3. they might think you'd make a pretty girl(dont take that as an insult, most guys cant pull that off.)
  4. it might turn them on. (i've had a few girlfriends like that)

or it may be something else entirely, you never really know a persons intentions unless they tell you.

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Q: Why would a girl want guys to dress as a girl?
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